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Holiday houses in Southern Oregon

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Southern Oregon

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An A-frame cabin is surrounded by tall pine trees, with a hot tub located on a stone patio. Soft lighting illuminates the cabin's exterior, and a balcony is visible above the entrance. A white chair is placed beside the hot tub, creating a relaxing retreat.
Cabin in La Pine
4.92 out of 5 average rating, 443 reviews

A-Frame cabin • hot tub • near Bend • Crater Lake

This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub jacuzzi, soaking bathtub, 80" home theater projector, modern amenities, and beautiful forest views. Close to the city of Bend and all the outdoor activities Central Oregon has to offer. Proximity to the best hiking trails, mountain bike trails, hot springs, Deschutes River, Mt Bachelor ski resort, Cascade Lakes highway, Smith Rock State Park, and Crater Lake National Park.

Top Guest favourite
The A-frame cabin is framed by tall pine trees, showcasing a modern black exterior. Large windows reflect the surrounding forest, while a wooden deck serves as an entry point, inviting guests to explore the natural setting.
Cabin in La Pine
4.97 out of 5 average rating, 163 reviews

| The Chalet | 1+ acre| Remodeled | Quiet |

Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.

Top Guest favourite
A serene outdoor area features a view of the North Umpqua River, framed by lush trees and hillside. Seating arrangements include several chairs and a shaded patio umbrella. Flower pots filled with vibrant blooms add color to the space, while a fire pit invites cozy gatherings.
Home in Roseburg North
4.94 out of 5 average rating, 376 reviews

Bailey River House

Spacious 3 BR 2 bath. The primary bedroom has a king bed. The other 2 rooms have queen beds. The extra bonus room has 2 cots, full sofa sleeper and a Queen platform bed. The home is fully stocked with EVERYTHING you need. NO PETS and NO SMOKING inside the home, especially Marijuana. There will be a $100 -$200 fee if this rule is broken. PARTIES & EVENTS are not allowed until further notice. Airbnb has a global ban of no more than 16 people allowed on the property. Outside cameras in use.

Top Guest favourite
A cozy studio is nestled among tall pine trees, illuminated softly by warm outdoor lights. The clear night sky is filled with stars, adding a serene backdrop to the natural surroundings. A pathway leads to the entrance, inviting exploration of the tranquil setting.
Treehouse in Jacksonville
4.97 out of 5 average rating, 320 reviews

Tree Top Studio

Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.

Top Guest favourite
A spacious living area features a large gray sectional sofa facing a flat-screen TV mounted on the wall. A white brick fireplace adds character. Natural light filters through a large window adorned with light curtains, providing views of the surrounding greenery.
Home in Grants Pass
4.95 out of 5 average rating, 465 reviews

Gateway to Cathedral hills

Secluded forest of 5 acres only 3.5mi to Grants Pass with a private trail into legendary Cathedral Hills. A 3/2 home with DSL Wifi, dining area, living room, pellet stove, a fun converted carport for dining/entertainment/BBQ as well as a hot tub out back. Property has a seasonal creek and pond, a safe 300' from the house, and a classic tree fort. Enjoy outdoor dining, hiking, biking, or relaxing in the quiet southern Oregon woods. We are pet friendly, require a $50 pet fee, and limit 2

Top Guest favourite
The treehouse is nestled among tall trees, elevated on wooden stilts. A staircase leads up to a small deck with wooden railing, bathed in warm sunlight during sunset. The surrounding forest is lush, providing a secluded and natural atmosphere.
Treehouse in Gold Beach
4.92 out of 5 average rating, 720 reviews

The Bluebird House

John Muir once said, "The best place to ride out a storm is in a tree." Enjoy storm watching on the Oregon Coast in a unique way; be warm and cozy inside, feel the sway of the tree, and watch the waves crash below against the famous Samuel Boardman Corridor. Whether you are romatic love birds or a family of adventurers, you will love it! Property is set on seven acres of farm, forest and beach. There are gardens year around, transformed in winter by local fairies and twinkling lights.

Top Guest favourite
Home in Prospect
4.97 out of 5 average rating, 149 reviews

Ripple Rock Lodge- Gateway to Crater Lake

The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!

Top Guest favourite
A wooden treehouse is set amongst tall trees, elevated on sturdy stilts. The exterior showcases natural wood finishes, while a spacious deck, accessed by steps, offers a view of the surrounding forest. Sunlight filters through the branches, creating a serene atmosphere.
Treehouse in Bandon
4.99 out of 5 average rating, 107 reviews

Heartwood Treehouse

Let your childhood dreams come true in our cozy, light-filled treehouse nestled in a grove of grand fir. Constructed with the finest wood from our sustainable forest, you will surely enjoy the views from the three large decks overlooking a pond, meadow, and rolling hills. Relax in tranquility as you feel the breeze rustling through the trees or stroll serenely through the pasture and meet our friendly horse, Dora. Your bliss awaits you at the Heartwood Treehouse. ❤️

Top Guest favourite
Cabin in Umpqua
4.99 out of 5 average rating, 310 reviews

Rustic Riverfront Cabin

Rustic riverfront cabin only steps from the world famous Umpqua River. 3bd/2ba home on almost an acre nestled in the trees. 2 Pets are permitted with approval and a fee applies, see below. There is a fully furnished kitchen, microwave, coffee maker, stove, dishwasher, pellet stove, barbeque, WIFI, streaming and a good selection of dvd's, books and games available. There is also a full size washer and dryer. The cabin sleeps 6 comfortably (the limit includes infants)

Top Guest favourite
A wooden deck extends along the riverbank, framed by lush green trees. Two chairs provide seating for relaxation, while flower pots add a touch of color. The tranquil water reflects the surrounding nature, creating a serene atmosphere ideal for enjoying the outdoors.
Home in Gold Hill
4.97 out of 5 average rating, 297 reviews

Rogue River Retreat

A nature lovers retreat on the beautiful Rogue River. Watch osprey from the sprawling cedar deck, fish for salmon right on the river bank, or take a soak in the deep tub, this peaceful cabin you won't want to leave. Located half way between Grants pass and Medford with easy access to the 5 freeway, you can enjoy all that Southern Oregon has to offer. The cabin has one deluxe bathroom and one cozy bedroom that has a king size bed with a water view.

Top Guest favourite
An A-frame home is nestled among tall trees, featuring a wraparound deck illuminated by string lights. The natural wood structure contrasts with the surrounding greenery as the sky transitions into twilight, creating a serene ambiance.
Cabin in Grants Pass
4.97 out of 5 average rating, 177 reviews

The Epic A - Charming 1960s A-Frame w/Hot tub

Introducing The Epic A, an A-frame style home in the Southern Oregon countryside minutes from downtown. This charming space is perched on a hillside with a view of the local mountains, a hot tub, and everything you need to enjoy your visit to Grants Pass. The hosts have taken special care to balance vintage style with modern comforts and create a relaxing atmosphere. Expect quiet evenings and wildlife visits on this beautiful acre property.

Top Guest favourite
Cabin in Chiloquin
4.98 out of 5 average rating, 176 reviews

Creekside Beaver Cabin

Creekside comfort meets Crater Lake adventure! This modern 3-bedroom, 3-bath retreat offers a peaceful setting with wildlife at your doorstep and easy access to Crater Lake, Diamond Lake, and the Klamath Basin. Enjoy a fully stocked kitchen, BBQ, high-speed internet, washer/dryer, plus guest access to a shared dock and kayaks. Perfect for relaxing, exploring, and making memories in Southern Oregon!

Popular amenities for Southern Oregon holiday rentals

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